1001621-59-5

Basic information

• Product Name: 2-azido-5-bromobenzaldehyde
• Synonyms: 2-azido-5-bromobenzaldehyde
• CAS NO: 1001621-59-5
• Molecular Weight: 226.032
• Mol File: 1001621-59-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 2-azido-5-bromobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-azido-5-bromobenzaldehyde(1001621-59-5)
• EPA Substance Registry System: 2-azido-5-bromobenzaldehyde(1001621-59-5)

Safety Data

• Hazardous Substances Data: 1001621-59-5(Hazardous Substances Data)

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 655230-45-8 (2-azido-5-bromophenyl)methanol 
• 20615-76-3 2-azidobenzyl alcohol 
• 20357-20-4 5-bromo-2-nitrobenzaldehyde 
• 93777-26-5 5-bromo-2-fluorobenzaldehyde 

Downstream Products

• 1007350-82-4 2-(2'-azido-5'-bromophenyl)-1,3-dithiane 
• 1279722-76-7 C₁₇H₁₄BrN₃ 
• 1334951-02-8 5-bromo-2-(4-chlorophenyl)-2H-indazole 
• 1334951-03-9 5-bromo-2-(4-methoxyphenyl)-2H-indazole 
• 1334951-04-0 5-bromo-2-(2,5-dimethylphenyl)-2H-indazole 
• 38224-24-7 5-bromo-2-(4-bromophenyl)-2H-indazole 

Relevant articles and documents

Metal-Free Radical Oxidative Cyclization of o-Azidoaryl Acetylenic Ketones with Sulfinic Acids To Access Sulfone-Containing 4-Quinolones

A novel one-pot synthesis of sulfone-containing 4-quinolones with easily available sulfinic acids as sulfonylating precursors is described. This reaction is characterized by mild reaction conditions, high functional-group tolerance and amenability to gram-scale synthesis.

Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons

Chiral (dihydro)furo-fused heterocycles are significant structural motifs in numerous natural products, functional materials and pharmaceuticals. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chemistry. Herein, we develop an effective, modular method by a dipeptide-phosphonium salt-catalyzed regio- and stereoselective cascade reaction of readily available linear β,γ-unsaturated ketones with aromatic alkenes, affording a wide variety of structurally fused heterocyclic molecules in high yields with excellent stereoselectivities. Moreover, mechanistic investigations revealed that the bifunctional phosphonium salt controlled the regio- and stereoselectivities of this cascade reaction, particularly proceeding through the initial ketone α-addition followed by O-participated substitution; and the multiple hydrogen-bonding interactions between Br?nsted acid moieties of catalyst and nitro group of aromatic alkene were crucial in asymmetric induction. Given the generality, versatility, and high efficiency of this method, we anticipate that it will have broad synthetic utilities.

Novel substituted triazolo benzodiazepine scaffolds to explore chemical space

Efficient and concise routes to sets of novel triazolo-1,4-benzodiazepine scaffolds that are suitably functionalized for diversification at three positions to explore three-dimensional space with different substituents are described. One approach to these scaffolds features a simplified multicomponent assembly process to give an intermediate azido alkyne that undergoes a facile Huisgen dipolar cycloaddition. The triazolo-1,4-benzodiazepines thus produced may be endowed with aryl halide, secondary amino, alcohol, aldehyde or carboxylic acid groups as functional handles for orthogonal derivatization reactions. Modification of this approach enabled the facile synthesis of the related triazolo-1,4-benzodiazepin-6-ones, also bearing three functional handles. These convenient protocols were used to prepare multi-gram quantities of benzodiazepine analogs as precursors for generating compound libraries for screening campaigns.